Account Executive jobs in Canada

Dialogue is the #1 virtual care provider in Canada. By developing our Integrated Health Platform, we provide exceptional online health and wellness programs (primary care, mental health, iCBT, EAP, and wellness) to organizations that want to improve the wellness of their employees and families.

When it comes to our work, we set the bar high. Together, we’re transforming health and helping millions improve their well‑being. We’re firm believers that great people don’t settle on:

• Impact
• Community
• Growth
• Excellence

Feel like you can make a difference? Good news, we saved you a seat!

Come as you are. As a proud equal‑opportunity employer, Dialogue is dedicated to creating a diverse and inclusive workplace for everyone. Qualified applicants will be considered regardless of citizenship, ethnicity, race, colour, religion, gender, gender identity or expression, sexual orientation, disability, age, or veteran status. Applicants who require specialized accommodation are encouraged to contact accessibility@dialogue.co.

Reporting to the Director of Sales, as Account Executive you’ll be the driving force behind expanding our footprint across eastern territories. You’ll thrive in a fast‑moving, high‑growth environment where hustle, grit, and the ability to pivot are key. Your job is to spark meaningful conversations, uncover client needs, and bring our Integrated Health Platform to life for organizations ranging from 250 to 1,500 employees. You’re not just selling a solution—you’re telling a story that changes how people access healthcare.

• Own the full sales cycle in a net‑new territory: You’ll manage the end‑to‑end sales process—from prospecting and qualification to deal strategy, negotiation, and close—selling into organizations with up to 1,500 employees
• Build pipeline from scratch: You’ll develop and execute your own outbound strategy, working closely with Business Development and Partnerships, but ultimately owning pipeline creation and quota attainment
• Sell strategically in complex environments: You’ll lead multi‑stakeholder sales cycles, collaborating internally with teams across Medical Operations, HR, Finance, Legal, and Go‑to‑Market to move deals forward and remove friction
• Maximize territory and market coverage: You’ll prioritize accounts, identify whitespace, and consistently generate net‑new pipeline and revenue through disciplined outbound execution
• Leverage and grow partnerships: You’ll collaborate with the Partnerships team to source new opportunities and expand existing partner relationships within your territory, while maintaining ownership of the deal cycle
• Represent Dialogue with confidence: You’ll present Dialogue’s value to senior leaders and executives, both virtually and in person, and feel comfortable leading high‑stakes conversations that influence buying decisions

• Thrive in net‑new sales: You’re energized by building pipeline from zero. You’re comfortable prospecting, cold calling, and breaking into new accounts, and you take pride in creating your own opportunities in a competitive market
• Move fast and adapt quickly: You operate well in ambiguous, fast‑moving environments and can adjust your approach as you learn. When things change mid‑cycle, you don’t stall—you recalibrate and keep moving
• Sell with credibility and conviction: You bring strong executive presence and professionalism to every interaction. You know how to sell a serious, high‑impact solution to senior HR, Finance, and Executive stakeholders—and you understand that how you show up matters
• Are motivated by meaningful outcomes: You’re excited to sell a solution that removes barriers to physical and mental healthcare and delivers real value to employees and organizations across Canada
• Have experience selling complex B2B solutions: You bring 3+ years of B2B SaaS sales experience. You’ve navigated multi‑stakeholder deals, led consultative sales cycles, and owned RFP processes—from shaping the response strategy to aligning internal stakeholders and presenting recommendations

Taking care of others also means taking care of our team! Depending on your role and employment status, you could have access to the following benefits:

• Access to the Dialogue app and virtual mental health support for you and your family
• Fully funded insurance, a health spending account, dental coverage, and fitness reimbursement
• 4 weeks vacation, 9 wellness days, and 1 volunteer day
• Hybrid work: 3 days/week in our Montreal or Toronto offices, excluding remote roles
• Work abroad up to 4 weeks/year
• Incentive plans, referral bonuses & RRSP matching
• Learning via Coursera, external training budget & mentorship
• Optional parental leave top‑up